Cooper Creek Square

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Shoulder Season Fun at Cooper Creek Square

April 24, 2022

Just because things are winding down at the ski resort doesn’t mean there’s nothing to do in town. Cooper Creek Square has events happening throughout May and hopes to see our lovely locals out and about. Many of our businesses will have shoulder season hours, so it’s best to check with each individual business on their current hours.

Devil’s Craft restaurant and music venue will still be rocking with live music, a comedy show, and delicious food to enjoy through mid-May! Also keep an eye out for great food and drink specials next month! Take a look at their current event calendar:

Sun 4/24 @ 4:30pm – Live Music with the Johnny O. Band

Fri 4/29 @ 7pm – Comedy Show starring Derrick Stroup & Gretchen Hess We are bringing back another comedy show since they have been so fun and popular! Get your tickets ahead of time and save money! Doors open at 6:30pm; Show at 7pm. $15 online / $20 at door

Fri 5/6 @ 9pm – The Patient Zeros

Sat 5/7 @ 4pm – Derby Party featuring Jay Roemer Band

Sat 5/14 @ 7pm – Goat Trail

Music on the Square is starting on June 24th! We are excited announce another summer of amazing music both Fridays and Saturdays from 6-8pm.  More information on the line-up coming soon!

Music on the Square, Fridays & Saturdays, 6-8pm

Music on the Square is a summer concert series tradition at Cooper Creek Square, in downtown Winter Park. Enjoy music from a mix of genres from blues and Americana, to jazz and country in an intimate, outdoor setting surrounded by beautiful flower gardens, a bubbling fountain, and fresh mountain air. Musicians and audiences from across the country are drawn to this sweet summer music series that is sure to delight the senses.

Learn more about all of the events mentioned here and more on our Cooper Creek Square Event Calendar.  We have a ton of fun events coming up this Summer at Cooper Creek Square! Join us for one of them, or just to enjoy the Courtyard Lights and dinner at one of our Restaurant Row dining options! Sign up for the Cooper Creek Square email newsletter and follow along with our social media channels to stay up-to-date on current happenings at Cooper Creek Square! Instagram | Facebook

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  • Dine
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  • Experience
  • Music on the Square
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  • Contact Us